The Caribbean has been a haven for seafarers for centuries and is now considered heaven for modern-day travelers. With hundreds of unique islands and thousands of miles of unspoiled beaches dotted with secret bays, hidden coves and incredible ports of call, the Caribbean is widely considered among the world’s best vacation destinations.
Whether you enjoy the hustle and bustle of busy island ports, the sanctitude and solitude of hidden beaches, or fishing, diving and other aquatic adventures, there is something for every age and activity level in the breathtaking Caribbean islands of the Bahamas, Barbados, Virgin Islands, Cuba, Jamaica, Martinique, Puerto Rico, Trinidad and Tobago, Turks and Caicos, West Indies and more.
There are dozens of Caribbean cruise options to choose from, so speak to a CruiseInsider today at 1 (877) 734-6858 to start planning your island adventure or choose from one of the many Caribbean voyages offered below.
5,286 cruises cruises
Includes free extras and bonus savings available only from CruiseInsider.
Itinerary | Cruise Line | Cruise Ship | Departing | From Price |
---|---|---|---|---|
22-night Ultimate Iceland, Greenland & Caribbean Cruise
Amsterdam to Miami |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Serenade of the Seas
|
Departs
8/19/24
|
Call For Pricing
|
27-night British Isles to Pink Sands Voyage
Amsterdam to New York City |
Cruise Line
Oceania Cruises
|
Cruise Ship
Sirena
|
Departs
10/23/24
|
From
$6,899
|
16-night Glorious Atlantic Mariner Voyage
Amsterdam to New York City |
Cruise Line
Oceania Cruises
|
Cruise Ship
Sirena
|
Departs
11/3/24
|
From
$3,549
|
31-night Continent to Caribbean Voyage
Amsterdam to Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Sirena
|
Departs
11/3/24
|
From
$6,099
|
24-night Euro-Atlantic Explorer Voyage
Athens (Piraeus) to Miami |
Cruise Line
Oceania Cruises
|
Cruise Ship
Vista
|
Departs
11/11/24
|
From
$5,799
|
7-Night Greece Intensive Voyage
Roundtrip Athens (Piraeus) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Pursuit
|
Departs
9/7/25
|
From
$2,080
|
7-Night Greece Intensive Voyage
Roundtrip Athens (Piraeus) |
Cruise Line
Azamara
|
Cruise Ship
Azamara Onward
|
Departs
10/18/25
|
Call For Pricing
|
26-Day Traversing Mediterranean Crossing: Corsica & Morocco
Piraeus (Athens) to Ft. Lauderdale |
Cruise Line
Holland America Line
|
Cruise Ship
Oosterdam
|
Departs
10/22/25
|
From
$4,229
|
57-night Epic Tropical Vistas - 2025 World Cruise Segment
Auckland to New York City |
Cruise Line
Oceania Cruises
|
Cruise Ship
Insignia
|
Departs
5/28/25
|
From
$15,299
|
114-night World Cruise - Roundtrip Auckland
Roundtrip Auckland |
Cruise Line
Princess Cruises
|
Cruise Ship
Crown Princess
|
Departs
5/6/26
|
Call For Pricing
|
7-night Panama Canal, Cartagena, San Blas Islands, and More Cruise
Fuerte Amador to Oranjestad, Aruba |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
12/28/24
|
From
$3,299
|
14-night Star Collector – Windward Islands and Spanish New World Cruise
Fuerte Amador to Bridgetown (Barbados) |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
12/28/24
|
From
$4,599
|
6-night Panama Canal, Cartagena, San Blas Islands, and More Cruise
Fuerte Amador to Oranjestad |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
1/25/25
|
Call For Pricing
|
7-night Panama Canal, Cartagena, San Blas Islands, and More Cruise
Fuerte Amador to Oranjestad, Aruba |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
2/8/25
|
From
$2,599
|
7-night Panama Canal, Cartagena, San Blas Islands, and More Cruise
Fuerte Amador to Oranjestad, Aruba |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
3/8/25
|
From
$2,599
|
14-night Star Collector – Windward Islands and Spanish New World Cruise
Fuerte Amador to Bridgetown (Barbados) |
Cruise Line
Windstar Cruises
|
Cruise Ship
Star Pride
|
Departs
3/8/25
|
From
$3,799
|
14-night Panama to Antigua Cruise
Balboa to St. John's |
Cruise Line
Star Clippers
|
Cruise Ship
Star Clipper
|
Departs
3/22/25
|
Call For Pricing
|
14-night Panama To Antigua Cruise
Balboa to St. John's Antigua |
Cruise Line
Star Clippers
|
Cruise Ship
Royal Clipper
|
Departs
11/15/25
|
Call For Pricing
|
14-night Panama To Jamaica Cruise
Balboa to Montego Bay |
Cruise Line
Star Clippers
|
Cruise Ship
Star Clipper
|
Departs
1/3/26
|
Call For Pricing
|
9-night Bermuda & Perfect Day Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
8/8/24
|
From
$649
|
5-night Bermuda Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
8/17/24
|
From
$629
|
5-night Bermuda Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
8/31/24
|
From
$534
|
5-night Bermuda Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
9/14/24
|
From
$389
|
5-night Bermuda Cruise
Roundtrip Baltimore |
Cruise Line
Royal Caribbean International
|
Cruise Ship
Vision of the Seas
|
Departs
9/28/24
|
From
$389
|